# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 07:42:48 2020
#   Inital geometry file: a 121 line input string
#   Ligand name: 2-{[4-(diethylamino)piperidin-1-yl]methyl}-4-(3-hydroxyprop-1-yn-1-yl)-6-iodophenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(CC)C1CCN(CC1)Cc2cc(cc(I)c2O)C#CCO
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 NXG  NXG  2-{[4-(diethylamino)piperidin-1-yl]methyl}-4-(3-hydroxyprop-1-yn-1-yl)-6-iodophenol  ligand  51  24  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_NXG
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 NXG  C01   C  CR6   0  -0.106  -2.4472   2.1914   0.3144
 NXG  C1    C  CR6   0  -0.038  -0.3702   1.1162   0.9565
 NXG  N1    N  NT    0  -0.503   1.9749   0.3873   1.0560
 NXG  O1    O  OH1   0  -0.625   0.0340  -1.1204   0.2334
 NXG  C02   C  CR16  0  -0.269  -2.8352   1.0293  -0.3539
 NXG  C2    C  CH2   0  -0.319   0.9181   1.1259   1.7401
 NXG  N2    N  NT    0  -0.425   5.6377  -0.9339  -0.7290
 NXG  C03   C  CH2   0  -0.274   3.0706   0.0409   1.9518
 NXG  C3    C  CR16  0  -0.337  -1.2070   2.2149   0.9588
 NXG  C4    C  CR6   0  -0.344  -1.9939  -0.0683  -0.3724
 NXG  C7    C  CR6   0   0.414  -0.7558  -0.0532   0.2728
 NXG  C8    C  CH2   0  -0.487   4.1117  -0.8207   1.2550
 NXG  C10   C  CH1   0  -0.022   4.6801  -0.1190   0.0221
 NXG  C11   C  CH2   0  -0.287   6.3777  -0.1207  -1.6870
 NXG  C12   C  CH3   0  -0.689   7.2687  -0.9250  -2.6213
 NXG  C13   C  CH2   0  -0.336   6.5136  -1.7749   0.0751
 NXG  C14   C  CH3   0  -0.686   7.5284  -1.0553   0.9624
 NXG  C15   C  CH2   0  -0.452   3.4935   0.2663  -0.8665
 NXG  C16   C  CH2   0  -0.288   2.4764   1.1033  -0.1130
 NXG  C17   C  CSP   0   0.235  -3.3022   3.3305   0.3394
 NXG  C18   C  CSP   0  -0.070  -4.0230   4.2957   0.3656
 NXG  C19   C  CH2   0  -0.337  -4.9095   5.4531   0.3965
 NXG  O2    O  OH1   0  -0.665  -4.1329   6.6276   0.3511
 NXG  I2    I  I     0   0.059  -2.5714  -1.8075  -1.3946
 NXG  H02   H  HCR6  0   0.279  -3.7904   0.9989  -0.8604
 NXG  H3    H  HCR6  0   0.263  -0.8974   3.1122   1.4812
 NXG  H21C  H  HCH2  0   0.251   1.2200   2.1586   1.9584
 NXG  H22C  H  HCH2  0   0.279   0.7440   0.6387   2.7046
 NXG  H031  H  HCH2  0   0.217   3.5463   0.9526   2.3443
 NXG  H032  H  HCH2  0   0.255   2.6642  -0.5014   2.8072
 NXG  H161  H  HCH2  0   0.257   1.6397   1.3494  -0.7699
 NXG  H162  H  HCH2  0   0.224   2.9305   2.0573   0.1965
 NXG  H1    H  HOH1  0   0.471   0.9421  -0.8092   0.5530
 NXG  H10   H  HCH1  0   0.187   5.1583   0.8159   0.3712
 NXG  H111  H  HCH2  0   0.234   5.6604   0.4224  -2.3027
 NXG  H112  H  HCH2  0   0.192   6.9840   0.6518  -1.1857
 NXG  H131  H  HCH2  0   0.243   5.8997  -2.4381   0.6847
 NXG  H132  H  HCH2  0   0.243   7.0491  -2.4418  -0.6037
 NXG  H81C  H  HCH2  0   0.251   4.8890  -1.0380   1.9892
 NXG  H82C  H  HCH2  0   0.234   3.6595  -1.7743   0.9641
 NXG  H151  H  HCH2  0   0.247   3.8091   0.8371  -1.7404
 NXG  H152  H  HCH2  0   0.225   3.0198  -0.6486  -1.2362
 NXG  H121  H  HCH3  0   0.225   8.1365  -1.3501  -2.1162
 NXG  H122  H  HCH3  0   0.223   6.7120  -1.7409  -3.0851
 NXG  H123  H  HCH3  0   0.236   7.6426  -0.2793  -3.4163
 NXG  H141  H  HCH3  0   0.226   8.2284  -0.4552   0.3791
 NXG  H142  H  HCH3  0   0.222   7.0481  -0.3906   1.6827
 NXG  H143  H  HCH3  0   0.231   8.1138  -1.7821   1.5269
 NXG  H191  H  HCH2  0   0.237  -5.6008   5.3830  -0.4525
 NXG  H192  H  HCH2  0   0.237  -5.5252   5.4024   1.3036
 NXG  H2    H  HOH1  0   0.463  -4.7366   7.3764   0.3847

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 NXG  C01  C02   aromatic  1.396  0.020  1.396
 NXG  C01  C3    aromatic  1.398  0.020  1.398
 NXG  C01  C17   single    1.425  0.020  1.425
 NXG  C1   C2    single    1.508  0.020  1.508
 NXG  C1   C3    aromatic  1.381  0.020  1.381
 NXG  C1   C7    aromatic  1.408  0.020  1.408
 NXG  N1   C2    single    1.460  0.020  1.460
 NXG  N1   C03   single    1.457  0.020  1.457
 NXG  N1   C16   single    1.460  0.020  1.460
 NXG  O1   C7    single    1.328  0.020  1.328
 NXG  C02  C4    aromatic  1.383  0.020  1.383
 NXG  N2   C10   single    1.465  0.020  1.465
 NXG  N2   C11   single    1.458  0.020  1.458
 NXG  N2   C13   single    1.456  0.020  1.456
 NXG  C03  C8    single    1.520  0.020  1.520
 NXG  C4   C7    aromatic  1.396  0.020  1.396
 NXG  C4   I2    single    2.098  0.020  2.098
 NXG  C8   C10   single    1.528  0.020  1.528
 NXG  C10  C15   single    1.532  0.020  1.532
 NXG  C11  C12   single    1.521  0.020  1.521
 NXG  C13  C14   single    1.528  0.020  1.528
 NXG  C15  C16   single    1.518  0.020  1.518
 NXG  C17  C18   triple    1.205  0.020  1.205
 NXG  C18  C19   single    1.458  0.020  1.458
 NXG  C19  O2    single    1.409  0.020  1.409
 NXG  C02  H02   single    0.930  0.020  1.080
 NXG  C3   H3    single    0.930  0.020  1.080
 NXG  C2   H21C  single    0.970  0.020  1.090
 NXG  C2   H22C  single    0.970  0.020  1.090
 NXG  C03  H031  single    0.970  0.020  1.090
 NXG  C03  H032  single    0.970  0.020  1.090
 NXG  C16  H161  single    0.970  0.020  1.090
 NXG  C16  H162  single    0.970  0.020  1.090
 NXG  O1   H1    single    0.850  0.020  0.980
 NXG  C10  H10   single    0.970  0.020  1.090
 NXG  C11  H111  single    0.970  0.020  1.090
 NXG  C11  H112  single    0.970  0.020  1.090
 NXG  C13  H131  single    0.970  0.020  1.090
 NXG  C13  H132  single    0.970  0.020  1.090
 NXG  C8   H81C  single    0.970  0.020  1.090
 NXG  C8   H82C  single    0.970  0.020  1.090
 NXG  C15  H151  single    0.970  0.020  1.090
 NXG  C15  H152  single    0.970  0.020  1.090
 NXG  C12  H121  single    0.970  0.020  1.090
 NXG  C12  H122  single    0.970  0.020  1.090
 NXG  C12  H123  single    0.970  0.020  1.090
 NXG  C14  H141  single    0.970  0.020  1.090
 NXG  C14  H142  single    0.970  0.020  1.090
 NXG  C14  H143  single    0.970  0.020  1.090
 NXG  C19  H191  single    0.970  0.020  1.090
 NXG  C19  H192  single    0.970  0.020  1.090
 NXG  O2   H2    single    0.850  0.020  0.980

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 NXG  C17   C01  C3    120.73  3.000
 NXG  C17   C01  C02   120.48  3.000
 NXG  C3    C01  C02   118.78  3.000
 NXG  C7    C1   C3    119.70  3.000
 NXG  C7    C1   C2    119.44  3.000
 NXG  C3    C1   C2    120.77  3.000
 NXG  C16   N1   C03   110.52  3.000
 NXG  C16   N1   C2    112.08  3.000
 NXG  C03   N1   C2    112.12  3.000
 NXG  H1    O1   C7    106.09  3.000
 NXG  H02   C02  C4    120.57  3.000
 NXG  H02   C02  C01   119.55  3.000
 NXG  C4    C02  C01   119.87  3.000
 NXG  H22C  C2   H21C  106.69  3.000
 NXG  H22C  C2   N1    107.63  3.000
 NXG  H21C  C2   N1    111.72  3.000
 NXG  H22C  C2   C1    108.61  3.000
 NXG  H21C  C2   C1    110.14  3.000
 NXG  N1    C2   C1    111.82  3.000
 NXG  C13   N2   C11   112.30  3.000
 NXG  C13   N2   C10   115.56  3.000
 NXG  C11   N2   C10   111.00  3.000
 NXG  H032  C03  H031  107.04  3.000
 NXG  H032  C03  C8    109.43  3.000
 NXG  H031  C03  C8    109.68  3.000
 NXG  H032  C03  N1    108.66  3.000
 NXG  H031  C03  N1    110.32  3.000
 NXG  C8    C03  N1    111.59  3.000
 NXG  H3    C3   C1    119.11  3.000
 NXG  H3    C3   C01   119.33  3.000
 NXG  C1    C3   C01   121.56  3.000
 NXG  I2    C4   C7    118.56  3.000
 NXG  I2    C4   C02   119.79  3.000
 NXG  C7    C4   C02   121.64  3.000
 NXG  C4    C7   O1    120.32  3.000
 NXG  C4    C7   C1    118.43  3.000
 NXG  O1    C7   C1    121.25  3.000
 NXG  H82C  C8   H81C  107.44  3.000
 NXG  H82C  C8   C10   109.83  3.000
 NXG  H81C  C8   C10   111.67  3.000
 NXG  H82C  C8   C03   109.42  3.000
 NXG  H81C  C8   C03   106.99  3.000
 NXG  C10   C8   C03   111.36  3.000
 NXG  H10   C10  C15   107.77  3.000
 NXG  H10   C10  C8    107.10  3.000
 NXG  C15   C10  C8    107.18  3.000
 NXG  H10   C10  N2    110.44  3.000
 NXG  C15   C10  N2    110.43  3.000
 NXG  C8    C10  N2    113.67  3.000
 NXG  H112  C11  H111  105.64  3.000
 NXG  H112  C11  C12   109.12  3.000
 NXG  H111  C11  C12   107.57  3.000
 NXG  H112  C11  N2    111.78  3.000
 NXG  H111  C11  N2    108.36  3.000
 NXG  C12   C11  N2    113.95  3.000
 NXG  H123  C12  H122  107.93  3.000
 NXG  H123  C12  H121  107.20  3.000
 NXG  H122  C12  H121  108.15  3.000
 NXG  H123  C12  C11   109.61  3.000
 NXG  H122  C12  C11   110.95  3.000
 NXG  H121  C12  C11   112.82  3.000
 NXG  H132  C13  H131  104.60  3.000
 NXG  H132  C13  C14   108.84  3.000
 NXG  H131  C13  C14   109.62  3.000
 NXG  H132  C13  N2    107.72  3.000
 NXG  H131  C13  N2    108.75  3.000
 NXG  C14   C13  N2    116.62  3.000
 NXG  H143  C14  H142  107.48  3.000
 NXG  H143  C14  H141  107.39  3.000
 NXG  H142  C14  H141  107.46  3.000
 NXG  H143  C14  C13   110.07  3.000
 NXG  H142  C14  C13   112.19  3.000
 NXG  H141  C14  C13   112.01  3.000
 NXG  H152  C15  H151  106.99  3.000
 NXG  H152  C15  C16   109.79  3.000
 NXG  H151  C15  C16   107.65  3.000
 NXG  H152  C15  C10   108.72  3.000
 NXG  H151  C15  C10   111.87  3.000
 NXG  C16   C15  C10   111.71  3.000
 NXG  H162  C16  H161  106.85  3.000
 NXG  H162  C16  C15   109.94  3.000
 NXG  H161  C16  C15   109.83  3.000
 NXG  H162  C16  N1    109.98  3.000
 NXG  H161  C16  N1    109.21  3.000
 NXG  C15   C16  N1    110.94  3.000
 NXG  C18   C17  C01   180.00  3.000
 NXG  C19   C18  C17   180.00  3.000
 NXG  H192  C19  H191  106.45  3.000
 NXG  H192  C19  O2    111.99  3.000
 NXG  H191  C19  O2    112.07  3.000
 NXG  H192  C19  C18   108.78  3.000
 NXG  H191  C19  C18   108.42  3.000
 NXG  O2    C19  C18   109.02  3.000
 NXG  H2    O2   C19   107.56  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 NXG  CONST_01  C7    C4   C02  C01     0.00   0.0  0
 NXG  CONST_02  C7    C1   C3   C01     0.00   0.0  0
 NXG  CONST_03  C02   C01  C3   C1      0.00   0.0  0
 NXG  CONST_04  C02   C4   C7   C1      0.00   0.0  0
 NXG  CONST_05  C4    C02  C01  C3      0.00   0.0  0
 NXG  CONST_06  C4    C7   C1   C3      0.00   0.0  0
 NXG  CONST_07  I2    C4   C02  C01   180.00   0.0  0
 NXG  CONST_08  C2    C1   C3   C01   180.00   0.0  0
 NXG  CONST_09  C17   C01  C3   C1    180.00   0.0  0
 NXG  CONST_10  I2    C4   C7   C1    180.00   0.0  0
 NXG  CONST_11  C3    C1   C7   O1    180.00   0.0  0
 NXG  CONST_12  C02   C4   C7   O1    180.00   0.0  0
 NXG  CONST_13  C4    C7   C1   C2    180.00   0.0  0
 NXG  CONST_14  C17   C01  C02  C4    180.00   0.0  0
 NXG  CONST_15  H3    C3   C01  C02   180.00   0.0  0
 NXG  CONST_16  H02   C02  C01  C3    180.00   0.0  0
 NXG  Var_01    C10   C8   C03  N1     57.96  30.0  1
 NXG  Var_02    C10   C15  C16  N1    -58.45  30.0  1
 NXG  Var_03    C15   C16  N1   C03    58.64  30.0  1
 NXG  Var_04    C16   N1   C03  C8    -58.63  30.0  1
 NXG  Var_05    C03   N1   C2   C1   -162.55  30.0  2
 NXG  Var_06    C3    C1   C2   N1   -144.81  30.0  3
 NXG  Var_07    C12   C11  N2   C10  -172.91  30.0  3
 NXG  Var_08    C14   C13  N2   C10   -66.72  30.0  3
 NXG  Var_09    O2    C19  C18  C17  -175.17  30.0  3
 NXG  Var_10    H121  C12  C11  N2    -70.92  30.0  3
 NXG  Var_11    H141  C14  C13  N2    -61.55  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 NXG  chir_01  C10  N2  C8  C15  positiv

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 NXG  plan-1  C01  0.020
 NXG  plan-1  C1   0.020
 NXG  plan-1  O1   0.020
 NXG  plan-1  C02  0.020
 NXG  plan-1  C2   0.020
 NXG  plan-1  C3   0.020
 NXG  plan-1  C4   0.020
 NXG  plan-1  C7   0.020
 NXG  plan-1  C17  0.020
 NXG  plan-1  C18  0.020
 NXG  plan-1  I2   0.020
 NXG  plan-1  H02  0.020
 NXG  plan-1  H3   0.020

